Hexahydro-8-Hydroxy-2, 6-Methano-2h-Quinolizin-3(4h)-One

Base Information

• Chemical Name: Hexahydro-8-Hydroxy-2, 6-Methano-2h-Quinolizin-3(4h)-One
• CAS No.: 143343-85-5
• Molecular Formula: C₁₀H₁₅NO₂
• Molecular Weight: 181.235
• Mol file: 143343-85-5.mol

Synonyms:Hexahydro-8-hydroxy-2,6-methano-2H-quinolizin-3(4H)-one

Chemical Property of Hexahydro-8-Hydroxy-2, 6-Methano-2h-Quinolizin-3(4h)-One

Chemical Property:

• PSA: 40.54000
• LogP: 0.11090

Purity/Quality:

98.5% ^*data from raw suppliers

ENDO-HEXAHYDRO-8-HYDROXY-2,6-METHANO-2H-QUINOLIZIN-3(4H)-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Hexahydro-8-Hydroxy-2, 6-Methano-2h-Quinolizin-3(4h)-One

There total 5 articles about Hexahydro-8-Hydroxy-2, 6-Methano-2h-Quinolizin-3(4h)-One which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

tetrahydropyranyl ether of 7-methoxycarbonyl-9-(methoxycarbonylmethyl)-9-azabicyclo[3.3.1]nonan-3-ol (125483-30-9) + tert-butyl alcohol (75-65-0) → endo-5-hydroxy-8-azatricyclo[5.3.1.03,8]-undecan-10-one (143343-85-5,115956-07-5)

Guidance literature:

With hydrogenchloride; sodium hydroxide; sodium chloride; In tetrahydrofuran;

Reference yield: 57.0%

7-methoxycarbonyl-9-(methoxycarbonylmethyl)-3-[(tetrahydro-2H-pyran-2-yl)oxy]-9-azabicyclo[3.3.1]nonane → endo-5-hydroxy-8-azatricyclo[5.3.1.03,8]-undecan-10-one (143343-85-5,115956-07-5)

Guidance literature:

7-methoxycarbonyl-9-(methoxycarbonylmethyl)-3-[(tetrahydro-2H-pyran-2-yl)oxy]-9-azabicyclo[3.3.1]nonane; With potassium tert-butylate; In tetrahydrofuran; for 2h; Heating / reflux;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 6h; pH=1; Heating / reflux;

With sodium hydroxide; In water; pH=12; Product distribution / selectivity;

Reference yield:

3-methoxymethoxy-7-methoxycarbonyl-9-(methoxycarbonylmethyl)-9-azabicyclo[3.3.1]nonan-3-ol → endo-5-hydroxy-8-azatricyclo[5.3.1.03,8]-undecan-10-one (143343-85-5,115956-07-5)

Guidance literature:

With hydrogenchloride; sodium hydroxide; sodium chloride; nitrogen; In tetrahydrofuran; water;

upstream raw materials:

tetrahydropyranyl ether of 7-methoxycarbonyl-9-(methoxycarbonylmethyl)-9-azabicyclo[3.3.1]nonan-3-ol

tert-butyl alcohol

Downstream raw materials:

dolasetron mesylate

indole-3-carboxylic acid octahydro-3-oxo-2,6-methano-2H-quinolizin-8-yl ester

Refernces

• 1、 -. "Use of certain esters of hexahydro-8-hydroxy-2,6-methano-2H-quinolozin-3(4H)-one and related compounds for treating cognitive disorders". . . Retrieved 2008/06/13.